Pumpkins Silly Question

Okay I have access to about 3-5 acres. Of land that quite frankly is over
grown with prairie grass and a several to lots of cedar; this being about as
big as they have gotten; not over 3  4 feet.   My question is rather than
turn all the area over because Id have to have some one come in and do
it.   But I can use an auger to drill the hills and set the out that way

Would this work or would you recommend clearing the area and having it
turned?  And leave the tree until this fall; winter; and then take them out
and turn in the fall.

====
Jeffrey 

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